AI Article Synopsis

  • Researchers discovered a novel method for asymmetric transesterification of secondary alcohols using feruloyl esterase from Humicola insolens as a catalyst.
  • Despite alcohols not being the enzyme's natural substrate, it exhibited high R enantioselectivity.
  • Stereochemical analysis revealed that changes in substrate structure significantly affect enantioselectivity, with optimal results seen when the beta-carbon of the secondary alcohol is either tertiary or quaternary.

Article Abstract

A new asymmetric transesterification of secondary alcohols catalyzed by feruloyl esterase from Humicola insolens has been found. Although alcohols are not the natural substrates for this enzyme, a high R enantioselectivity was observed. Stereochemical studies showed that variations in substrate structure lead to strong variations in enantioselectivity. The highest enantioselectivities are obtained when the beta-carbon of the secondary alcohol is tertiary or quaternary.

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http://dx.doi.org/10.1016/j.bioorg.2005.05.002DOI Listing

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